Water → 2-(1-Methylethoxy)-1H-isoindole-1,3(2H)-dione

HRID 600951ノート

反応式

HRID 600951 の反応式
C(=O)([O-])[O-].[K+].[K+].[OH:7][N:8]1[C:12](=[O:13])[C:11]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:10]2[C:9]1=[O:18].[CH:19](Br)([CH3:21])[CH3:20].O>CS(C)=O>[CH:19]([O:7][N:8]1[C:9](=[O:18])[C:10]2[C:11](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:13])([CH3:21])[CH3:20]

参加物

6

反応物 4

HCID 962WaterHCID 63582-BromopropaneHCID 10665N-HydroxyphthalimideHCID 11430Potassium Carbonate

生成物 1

HCID 27689132-(1-Methylethoxy)-1H-isoindole-1,3(2H)-dione収率 86.6%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
25 °C

実験手順

Solid potassium carbonate (8.64 g, 62.5 mmol) was added to a solution of N-hydroxyphthalimide (4.08 g, 25.0 mmol) in dimethyl sulfoxide (37 mL), and the mixture was stirred at 25° C. for 5 min. To the mixture, isopropyl bromide (3.41 mL, 37.5 mmol) was added, and the mixture stirred at 80° C. for 3 h. After ice-cooling, the mixture was poured into cold water and the resulting precipitate was collected by filtration in vacuo, washed with water (25 mL) and hexanes (15 mL) and dried in vacuo to afford 2-isopropyloxy-isoindole-1,3-dione (4.44 g, 86.6%) as a white solid which was used in the next step without further purification.

後処理

  1. stirringthe mixture stirred at 80° C. for 3 h
  2. temperatureAfter ice-cooling
  3. filtrationthe resulting precipitate was collected by filtration in vacuo
  4. washwashed with water (25 mL) and hexanes (15 mL)
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-1a14b19a546e44f4939490745ee5b5fc
出典データセット
uspto-grants-2011_03
特許番号
US07902248B2

反応ノート

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